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Details

Stereochemistry ACHIRAL
Molecular Formula C19H21BrN2O3S
Molecular Weight 437.351
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AK-7

SMILES

BrC1=CC(NC(=O)C2=CC=CC(=C2)S(=O)(=O)N3CCCCCC3)=CC=C1

InChI

InChIKey=IYAYHZZWYNXHEQ-UHFFFAOYSA-N
InChI=1S/C19H21BrN2O3S/c20-16-8-6-9-17(14-16)21-19(23)15-7-5-10-18(13-15)26(24,25)22-11-3-1-2-4-12-22/h5-10,13-14H,1-4,11-12H2,(H,21,23)

HIDE SMILES / InChI

Molecular Formula C19H21BrN2O3S
Molecular Weight 437.351
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/23200855 | https://www.ncbi.nlm.nih.gov/pubmed/27372638 | https://www.ncbi.nlm.nih.gov/pubmed/26089639

AK-7 is a brain penetrant selective SIRT2 inhibitor. AK-7 exerts neuroprotective properties in vitro and in vivo models of neurodegenerative diseases (Huntington’s, Parkinson’s and Alzheimer’s disease).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
15.5 µM [IC50]
Conditions
PubMed

PubMed

TitleDatePubMed
Sirtuin-2 inhibition affects hippocampal functions and sodium butyrate ameliorates the reduction in novel object memory, cell proliferation, and neuroblast differentiation.
2016-12
Aging-related 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced neurochemial and behavioral deficits and redox dysfunction: improvement by AK-7.
2016-09
Sirtuin 2 Inhibition Improves Cognitive Performance and Acts on Amyloid-β Protein Precursor Processing in Two Alzheimer's Disease Mouse Models.
2016-06-30
SIRT2 inhibition exacerbates neuroinflammation and blood-brain barrier disruption in experimental traumatic brain injury by enhancing NF-κB p65 acetylation and activation.
2016-02
Aging-related rotenone-induced neurochemical and behavioral deficits: role of SIRT2 and redox imbalance, and neuroprotection by AK-7.
2015
Inhibition of Sirtuin 2 exerts neuroprotection in aging rats with increased neonatal iron intake.
2014-11-01
The sirtuin inhibitor cambinol impairs MAPK signaling, inhibits inflammatory and innate immune responses and protects from septic shock.
2013-06
The sirtuin 2 inhibitor AK-7 is neuroprotective in Huntington's disease mouse models.
2012-12-27
A brain-permeable small molecule reduces neuronal cholesterol by inhibiting activity of sirtuin 2 deacetylase.
2011-06-17
Patents

Patents

Sample Use Guides

mice: i.p. 20 mg/kg twice daily. rats: intracerebral injections into the substantia nigra 5 μg/side per day.
Route of Administration: Other
Treatment with 1-10 uM AK-7 resulted in protection of neurons in an in vitro model of Huntington's disease
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:43:59 GMT 2025
Edited
by admin
on Mon Mar 31 22:43:59 GMT 2025
Record UNII
308B6B695N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BENZAMIDE, N-(3-BROMOPHENYL)-3-((HEXAHYDRO-1H-AZEPIN-1-YL)SULFONYL)-
Preferred Name English
AK-7
Common Name English
Code System Code Type Description
CAS
420831-40-9
Created by admin on Mon Mar 31 22:43:59 GMT 2025 , Edited by admin on Mon Mar 31 22:43:59 GMT 2025
PRIMARY
PUBCHEM
1328033
Created by admin on Mon Mar 31 22:43:59 GMT 2025 , Edited by admin on Mon Mar 31 22:43:59 GMT 2025
PRIMARY
EPA CompTox
DTXSID30194926
Created by admin on Mon Mar 31 22:43:59 GMT 2025 , Edited by admin on Mon Mar 31 22:43:59 GMT 2025
PRIMARY
FDA UNII
308B6B695N
Created by admin on Mon Mar 31 22:43:59 GMT 2025 , Edited by admin on Mon Mar 31 22:43:59 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY